Portland, Oregon Culinary & nightlife

Our most recommended Portland, Oregon Culinary & nightlife

Portland: 2.5 Hour Dinner Cruise Through Downtown

1. Portland: 2.5 Hour Dinner Cruise Through Downtown

Try out the best way to dine in Portland on the Willamette River enhanced by dazzling city sights and lights. You'll enjoy an evening featuring a 2.5 hour cruise, Northwest cuisine (locally sourced and prepared fresh on board), live piano music and narration of the sights on the outer decks. Partake in freshly baked bread, house salad, your choice of entrée (poultry, beef, seafood or vegetarian) and New York cheesecake dessert. After dinner, head out onto the observation deck to admire the city’s skyline lit up at night. Cruise along the scenic Willamette River, then pass by the impressive Steel Bridge. Along the way, learn about the landmarks from the onboard narration. 

Portland: Underground Donut Tour

2. Portland: Underground Donut Tour

Accompany your passionate foodie guide to 4 donut institutions, where you'll enjoy a curated sample of Portland's best donuts. Savor classics like glazed and chocolate, and discover some more adventurous flavors, like lavender.  Your stops may include Sesame Donuts, Blue Star Donuts, NOLA Doughnuts, and Voodoo Doughnuts, all true donut institutions. You'll even be able to skip the line at Voodoo Doughnuts, where some people wait up to 30 minutes. On the way to the donut shops, visit some local sights including Pioneer Square, Chinatown, and the PSU Campus. Your tour guide will entertain you with interesting facts about these sites as you travel between treats.

Portland: 2 Hour Lunch Cruise Through Downtown

3. Portland: 2 Hour Lunch Cruise Through Downtown

Hop onboard the vessel and be escorted to your private table. Start off with some freshly baked bread, followed by your choice of entrée (poultry, beef, seafood, or vegetarian). Salad and dessert options are available for additional purchase on board. After lunch, head out onto the observation deck to admire the city’s impressive skyline. Cruise along the scenic Willamette River to Milwaukie and back through Downtown Portland under several bridges. Along the way, learn about the landmarks from the historical narration on the outer decks.

Portland: 2 Hour Champagne Brunch Cruise Through Downtown

4. Portland: 2 Hour Champagne Brunch Cruise Through Downtown

Hop onboard the vessel and be escorted to your private table. Start off with a refreshing glass of champagne, sparkling cider, or an orange juice. Then enjoy a delicious plated brunch made up of breakfast and lunch favorites, accompanied by a dessert buffet. After brunch, head out onto the observation deck to admire the city’s impressive skyline. Cruise along the scenic Willamette River, then pass by the Steel Bridge. Along the way, learn about the landmarks from the onboard narration while sipping on more champagne.

Portland: Haunted History Tour and Pub Crawl

5. Portland: Haunted History Tour and Pub Crawl

Grab a drink and step into the shadows of downtown Portland, where pirates, murderers, bootleggers, and doomed souls are waiting to tell their stories. Join your local guide on a chilling journey to the city's historic haunted sites and pubs, as you listen to their blood-curdling ghost stories. Meet your guide at Independent Bar & Grill for a pint of liquid courage before heading to eight other historic, haunted spots, including iconic pubs like Kells and the Shanghai Tunnel Bar. Stop and listen closely to hear the tortured souls trapped in Portland's intricate system of underground tunnels. Search for the spirit of Timothy Moreau, a young publicity agent who was ruthlessly murdered at the Roseland Theater. Mingle with the dozens of ghosts said to haunt Kells Irish Pub and hear their terrifying stories, all while enjoying your favorite beer, wine, or spirit in the company of your group.

From Portland: Willamette Valley Full-Day Wine Tour

6. From Portland: Willamette Valley Full-Day Wine Tour

Learn about wine and enjoy the flavors of northwest Oregon on a wine tour of the lush Willamette Valley, home to over 400 wineries. Characterized by its range of varietals and ideal climate for pinot noir grapes, explore the picturesque beauty of the valley with a local tour guide. Departing from downtown Portland, head to a unique wine-growing region just southwest of the city. Get picked up from your hotel and introduced to a hand-picked selection of 3 to 4 wineries in the picturesque Willamette Valley. Let an expert guide your way from winery to winery, as they fill you in on the dense and intriguing history of the valley's wine scene. Learn about the Willamette Valley's geography and climate, and how they relate to the winemaking process. Stroll through beautiful vineyards at each winery. Taste a variety of wines, including regionally famous pinots, chardonnays, and Rieslings. Each tour varies depending on the season, group, and offerings. But the 3-4 wineries visited can include The Four Graces, Alexana, Lemelson Vineyards, Cana's Feast Winery, WillaKenzie Estate, Lenné Estate, and Argyle Estate. Along with the wine, feast on a delicious wine country picnic-style lunch.

Portland: Food Carts, Pods, & Patios Tour

7. Portland: Food Carts, Pods, & Patios Tour

Discover what the food cart hype is all about in the city that put food cart pods on the map. With over 700 food carts throughout the city, your guide has done the research for you. Visit several locally run and operated food carts, relax on patios in the heart of Southeast Portland, and taste the delicious foods that make Portland a true foodie destination. On this small-group walking tour, discover global foods, quench your thirst with tasty drinks, and learn fun history in this off-the-beaten-path neighborhood. Experience the perfect way to discover quirky Portland, eat where the locals eat, and have fun.

Portland: Eastside Craft Brewery Walking Tour

8. Portland: Eastside Craft Brewery Walking Tour

Meet your guide and small group across the river from downtown Portland in the inner Eastside industrial district. The meeting point on SE 7th Avenue is located in the heart of so many scenes, from coffee to food, distilleries and street art. For the best of Portland's brewery innovation and history, start here, where beer (and cider) flourish and learn of Portland's craft brewing history from those who lead the way.  Walk into the hotbed of beer, through the neighborhood that borders the Willamette River and allow your guide to personally select breweries representing a trip through the Oregon's brew past, present and future⁠—and the whole US. Follow your guide through the Eastside, where you'll find an assortment of beers to satisfy your personal preferences, like sours, craft barrel-aging, Belgians, wits, imperial IPAs, and more.  Walking distance will be 2-3 miles (3-5 kilometers), with just enough beer tasting so you'll know which stop you'd like to return to. At each brewery, your guide will lead you through the choices and let you select your favorites, offering you recommendations for a classic experience, or customized the tasting to fit your likes and dislikes. Cider options are available at each brewery for gluten-free or wheat-free tour guests, and the route is mostly flat so the walk is appropriate for all abilities. This craft brewery walking tour is conversational in style; your guide is eager to share beer knowledge as well as a window into the culture of this neighborhood, one which has supported the city's street artists, skateboarders, brewmasters, food innovators, and a number of other unique parts of the city's evolution from an afterthought to a sought-after destination for tourists worldwide.

Portland: Food Carts of the Eastside Bike Tour

9. Portland: Food Carts of the Eastside Bike Tour

Meet your tour guide in the thriving industrial district, where you'll be fitted for a bike and helmet before heading out on a culinary experience through some of the more than 60 food cart pods in Portland. Sample favorites spanning a range from Oregon farm-to-table delights, to snacks appropriate for late-night cravings. As you set out, your guide will learn about your food preferences and you will visit the first permanent food cart pod, anywhere. Take a neighborhood ride of between 8-12 miles (13-19 km) to three more favorite food cart pods. Learn about the fascinating tale of how Portland came to be the epicenter of the food cart craze. Bike up a gentle hill to the Hawthorne neighborhood, part of Portland's hometown story and the heart of all that's delicious, funky, and hippie. Delve into the city's foodie history, dating back to the early 1900s, and stop at a special coffee food cart made in a unique vehicle to savor a caffeinated beverage. Your guide will select food for the group to sample at each pod, including samples from carts that were favorites as the scene was being established, and others that have come more recently to be major characters in the Portland food scene. Each dish will tell a little bit more of the food cart story. You'll have the option to purchase beer or dessert before the group starts the ride back to the meeting point; a downhill coast to allow full stomachs to settle. Once back, you will be offered a map of the carts visited during the ride, and others to try beyond.

Portland: Smart Phone Scavenger Hunt

10. Portland: Smart Phone Scavenger Hunt

Turn Portland into a giant game board on a smart phone operated scavenger hunt of the city, and discover the sights from a new perspective! The interactive hunt combines all the fun of the “Amazing Race” with a sightseeing tour of some of the city’s most historic areas. Let your smart phone guide you past well-known attractions and overlooked gems, solving clues and completing challenges as you go. Start on Pioneer Courthouse Square and continue to the Arts District. See Art Deco theaters and riverside panoramas as you pass sights such as the Portland Art Museum, statue of Portlandia, Ira Keller Fountain Park, and Powells Books, flagship store of the largest independent bookstore chain in the world! The route covers approximately 2.4 miles, and lets you experience Portland’s famous street cars along the way. You can start when you want, and determine your own pace of play. Stop for lunch, take in the sights, or grab a bite at Voodoo Donuts - “the magic is in the hole!” Tours are set at a fixed price for a group versus per person pricing, so this is the perfect city adventure for groups who want to get the best bang for their buck.

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Frequently asked questions about Portland, Oregon

What top attractions are a must-see in Portland, Oregon?

What are the best day trips and excursions from Portland, Oregon?

The best day trips and excursions from Portland, Oregon are:

Multnomah Falls

What are the best tours to do in Portland, Oregon with kids?

Other Sightseeing Options in Portland, Oregon

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What people are saying about Portland, Oregon

What an incredible experience, to say the least. The customer service was lovely. The food was delicious. Beautiful live music. Beautiful views from your table and the opportunity to stand on the top deck to watch the sights. Neil was an amazing server as well, thanks so much

Ian the guide was extremely kind and knowledgeable. I had a nut allergy so he was kind enough to get me my own donut. Gave lots of tips and recommendations for food and places to stop at. Would really recommend

Trip was amazing! Pictures online seem unreal till you are actually sailing yourself and see the view for yourself amazing

Great customer service, good food, and nice boat ride to see Portland from a different view.

Very helpful crew: help my mom (on wheelchair) get on and off the ramp.